75999-66-5

Basic information

• Product Name: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE
• Synonyms: 2,2,2-Trifluoro-N-(4-methoxyphenyl)ethanimidoyl Chloride;N-(4-Methoxyphenyl)-2,2,2-trifluoroacetimidoyl Chloride;N-(4-Methoxyphenyl)trifluoroacetimidoyl Chloride
• CAS NO: 75999-66-5
• Molecular Formula: C₉H₇ClF₃NO
• Molecular Weight: 237.61
• Product Categories: Aromatics Compounds;Aromatics;Intermediates
• Mol File: 75999-66-5.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 98°C/14mmHg(lit.)
• Flash Point: 94.5°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 0.0886mmHg at 25°C
• Refractive Index: 1.5080 to 1.5120
• Solubility: Chloroform, Hexane
• PKA: -1.45±0.50(Predicted)
• CAS DataBase Reference: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE(75999-66-5)
• EPA Substance Registry System: 2,2,2-TRIFLUORO-N-(4-METHOXY-PHENYL)-ACETIMIDOYL CHLORIDE(75999-66-5)

Safety Data

• RIDADR: UN 3265 8/PG III
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 75999-66-5(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Liquid

Uses

N-(4-Methoxyphenyl)trifluoroacetimidoyl Chloride (cas# 75999-66-5) is a compound useful in organic synthesis.

InChI:InChI=1/C9H7ClF3NO/c1-15-7-4-2-6(3-5-7)14-8(10)9(11,12)13/h2-5H,1H3/b14-8+

Upstream product

• 332-34-3 2,2,2-trifluoro-N-(4-methoxy-phenyl)-acetamide 
• 104-94-9 4-methoxy-aniline 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 134481-27-9 N-(4-methoxyphenyl)-2,2,2-trifluoroacetimidoyl iodide 
• 425686-78-8 tert-butyl 2-(tert-butylthio)-3-[N-(4-methoxyphenyl)imino]-4,4,4-trifluorobutanoate 
• 445009-18-7 (-)-(2S,5S,1R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexyl (Z)-4,4,4-trifluoro-3-(4-methoxyanilino)-2-methyl-2-butenoate 
• 445468-00-8 1,N-bis(trimethylsilyl)-2,2-difluoro-1-[N-(p-methoxyphenyl)]aminoethene 
• 1032191-86-8 (E)-2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid 4-methyl-pent-2-enyl ester 
• 828281-86-3 (E)-2,2,2-trifluoro-N-(4-methoxyphenyl)acetimidic acid 3-(phenyl)allyl ester 

Relevant articles and documents

Silver-Mediated [3 + 2] Cycloaddition of Azomethine Ylides with Trifluoroacetimidoyl Chlorides for the Synthesis of 5-(Trifluoromethyl)imidazoles

A silver-mediated [3 + 2] cycloaddition of azomethine ylides with trifluoroacetimidoyl chlorides for the rapid assembly of 5-(trifluoromethyl)imidazoles has been developed. Notable features of the reaction include readily accessible reagents, a broad substrate scope, and high efficiency. The protocol can be successfully applied to construct the analogue of the specific allosteric modulator of GABAA receptors. The silver species could be recycled by a simple operation.

Synthesis of 5-Trifluoromethyl-1,2,4-Triazoles via Metal-Free Annulation of Trifluoroacetimidohydrazides and Methyl Ketones

A metal-free approach for the synthesis of 5-trifluoromethyl-1,2,4-triazoles via I2-mediated [4+1] annulation of readily available trifluoroacetimidohydrazides and methyl ketones has been achieved. The transformation involves iodination/Kornblum oxidation, intermolecular dehydration condensation and an iodine-mediated intramolecular cyclization/aromatization sequence. The developed protocol can be easily scaled up to 3 mmol scale without obvious efficiency decrease and be implemented by a consecutive one-pot manner. (Figure presented.).

Annulation of CF3-Imidoyl Sulfoxonium Ylides with 1,3-Dicarbonyl Compounds: Access to 1,2,3-Trisubstituted 5-Trifluoromethylpyrroles

A lithium-bromide-promoted nucleophilic substitution/annulation cascade reaction between CF3-imidoyl sulfoxonium ylides and 1,3-dicarbonyl compounds has been established, and the corresponding 1,2,3-trisubstituted 5-trifluoromethylpyrroles have been obtai